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Beach Rentals and Condos in Kailua, HI

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    1 / 24
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    6 Bedrooms, 4 Bathrooms, Sleeps 19 | Quick View
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    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
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    Kailua, Oahu
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Discover your Oahu dream escape perched at the tip of Kapoho Point, on the island’s paradisiacal Windward Coast. From this unique vantage point you’ll be treated to breathtaking, panoramic views across the turquoise water of Kailua’s crescent bay to the towering Koolau Mountain Range. This idyllic,... View all property information
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    Kailua, Oahu
    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    About this property
    ***Longer minimum stay requirements may apply. Rates may vary depending on length of stay. Inquire for possible DISCOUNTS*** BRAND NEW LANIAKI vacation rental! 3br/2ba The charming beach cottage has two separate dwellings on property that are rented together to provide 3 bedrooms and 2 baths. The... View all property information
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    Kailua, Oahu 96734
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The Pineapple Ohana is situated in a quiet neighborhood where the local experience of the 50th state comes alive daily. Kailua Town and beach are a 3 block walk. Newly remodeled and furnished, this fun house is filled with all the necessary kitchen and bath amenities along with an outdoor grill and... View all property information
    Location Information
    Kailua, Oahu
    1 / 30
    5 of 5 stars (1) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
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    • Air Conditioning
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    • ?
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    About this property
    Kai Nani Villa is a delectable beachside home located on an exclusive street in Kailua, Hawaii. The tropical haven of Oahu island is known for its clear turquoise waters, Waikiki surfing and dreamlike golf courses. Just minutes from downtown Honolulu, during your stay at Kai Nani Villa you will be... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 3 weeks ago
    We chose Kai Nani Villa because its photos were better than the other vacation rentals and I wanted the best place to celebrate a retirement and a birthday. When we arrived it...
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    1 / 24
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    $1,050
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    • Grill
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    • x
    • x
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    • x
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    About this property
    This is a beautiful 6 bedroom, 5 bath beachfront home reminiscent of Old Hawaii. Coconut trees abound throughout the spacious lush green lawns which leads directily on to the white sandy beach of Kailua. The home sits on one of the most breath taking beaches in the world. Walk the beach in the... View all property information
    Location Information
    Kailua, Oahu
    1 / 25
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    $1,400
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    About this property
    Welcome to the old Oahu world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870s, he become the contractor of choice for Queen Liliuokalani. Walker erected such notable buildings as the Bishop Museum and Honolulu Hale, or City Hall. John Walker’s inviting and... View all property information
    Location Information
    Kailua, Oahu 96734
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    1 / 45
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    $5,000
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    About this property
    The Envy of All ParadisesIn the middle of the great Pacific, on the world's most isolated chain of island, lies a small coastal community that is blessed with heaven-like beauty. LANIKAI, the 'heavenly sea'. The envy of all paradises. It's crystal clear waters, white sand beaches and lapping shores... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    $875
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    • Internet Access
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    • Waterfront
    • Washer
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    • Patio
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
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    About this property
    This executive beachfront home is right on Kailua Beach. Decorated with island-style rattan furnishings, ceiling fans throughout, cool white tile, and wood flooring. Central air conditioning, wonderful ocean views are just a few of the amenities. The gourmet kitchen comes with granite accents... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    $1,300
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    • Washer
    • DVD Player
    • Parking
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to the world of John Walker. A Scotsman who made his way to Hawaii as a young man in the 1870's to become a contractor of choice to Queen Liliuokalani, and erect such notable buildings as the Bishop Museum and Honolulu Hale (City Hall). Mr. Walker's inviting presence is felt in the... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 18
    5 of 5 stars (3) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    $175
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    • Parking
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    • Mountain Views
    • Washer
    • Outdoor Dining Area
    • Patio
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Footsteps to Hawaii's best beach. Newly constructed and fully furnished with all the amenity. It is a short walking distance to Kailua and Lanikai beaches, hiking, shopping, restaurants and fun. View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 12, 2015
    Rick and Nancy's cottage is lovely on the inside, newly renovated, perfectly clean, well stocked, w an incredibly comfortable bed. I have back issues and this bed is as comfy as...
    5 of 5 stars Reviewed July 5, 2015
    This space and location worked perfectly for our stay in Kailua. We were there to visit our son and his family. Our adult daughter rented a cottage also, so we had both the Mauka...
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    1 / 28
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    From
    $950
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Shared Yard
    • Grill
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    With access to the world-famous Kailua Beach and its turquoise waters being just four houses away and shops, restaurants and grocery nearby, the location of Helen's Beach House could not be more ideal. The exterior maintains a modest aesthetic, but this only serves as a cover of sorts for how... View all property information
    Location Information
    Kailua, Oahu 96743
    1 / 19
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
    • Patio
    • Outdoor Dining Area
    • Mountain Views
    • Parking
    • Wi-Fi
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our newly renovated studio is the perfect get-away located in the heart of Kailua. Light-filled and breezy this is the perfect space for one or a couple, just minutes away from the beach by foot or bike. Kailua Seahorse Studio is PERFECT. It's even more beautiful in person than in the pictures.... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 21, 2015
    This little studio was perfect for our needs. We stayed 4 nights and enjoyed every second! Cindy was accessible by text/call and very knowledgeable about the area, she's able to...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 9 | Quick View
    From
    $310
    / Night
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    • Satellite TV
    • DVD Player
    • Parking
    • Patio
    • Washer
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    After a day of sightseeing or hanging out at the beach, my home welcomes you back with Hawaiian hospitality. Before the evening activities, you might want to take a short nap out back in the hammock, catch up on the latest news on the 47' TV or with the free WiFi, or grill some fresh Hawaiian... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed October 9, 2014
    Thank you for this wonderful stay, in my language I say, U Siyam, utmost respect of thank you! It was a comfortable little cottage that suit my entire family of 9, WOW! Incredible!
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    1 / 21
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
    From
    $2,906
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    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This gorgeous oceanfront property has 10,500 sq ft, double gate with semi-circular driveway, a beautiful re-landscaped garden with a new extensive, travertine tiled, lanai. The house has 4 bedrooms, a massage room which can also be a guest room for 1, and a gym. The 4 bathrooms have been completely... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 8
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
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    $85
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Description of property: Separate entrance and private garden, outdoor table and two chairs and shade umbrella. One room approximately 14'x 12' with ensuite bathroom. Two closets. Refrigerator with small separate freezer compartment, coffee maker, microwave, kitchen cart with dishware. Beach... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 1 week ago
    It was a nice clean place in a residential area, had a small outdoor area with an umbrella table to enjoy breakfast with the birds chirping. There was a Safeway grocery store...
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    1 / 37
    6 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
    From
    $1,125
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    • Grill
    • Satellite TV
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    • Private Outdoor...
    • Washer
    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
    Location Information
    Kailua, Oahu 96734
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $154
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    • Shared Yard
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Hawaii Sheffield House is in Kailua Town. is located only 10 houses to Kailua Beach. The address is 131 Kuulei Road. The closest beach access is Ka'apuni Loop.Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Garden Suite is a ground floor unit. The Garden Suite... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    From
    $500
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    • Parking
    • Private Outdoor...
    • Patio
    • Air Conditioning
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    • Washer
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come experience the beauty of Kailua. Stay in our charming 'Hale Nalu Palekaiko ' Surf Paradise Home. See why people call Kailua 'Papalani' Heaven on earth! Relax in our charming and comfortable 3 bedroom, 2 bathroom hale. We also have a ohana/cottage that can be rented with the main hale. The... View all property information
    Location Information
    Kailua, Oahu
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $250
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    • Washer
    • Patio
    • Satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy a restful respite in this private cozy cottage. We are in Lanikai, across the street from the ocean and the beautiful Mokulua islands. The cottage is a separate building located on the back corner of a 10,000 sq. ft. lot. It is a comfortable roomy self-contained one-bedroom cottage... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other traveler has booked this property
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    $148
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    • Mountain Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The majestically beautiful Koolau mountains, palm trees swaying in the distance, beautiful bougainvillea and other tropical flora plus spectacular sunrises are all yours in this large, airy one-bedroom lower level of a two-story home. Tranquil, and safe, this home is in a quiet residential upscale... View all property information
    Location Information
    Kailua, Oahu 96734
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    $200
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    • Grill
    • Shared Yard
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    • Outdoor Dining Area
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the secluded breath taking beach from our fully furnished one-bedroom hideaway for groups from 1-3. Relaxed, casual beach home living, just steps away to Lanikai’s heavenly reef-protected waters and natural stretch of white sand beach, with an amazing sunrise and moonrise of one of the... View all property information
    Location Information
    Kailua, Oahu 96734
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $3,500
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    • x
    • x
    • x
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    • x
    • x
    About this property
    If you're looking for a perfect spot to call home during your stay in Kailua, you'll love this one bedroom/one bath apartment in walking distance of world-famous Kailua and Lanikai Beaches. This unit, which has just been made available as a monthly vacation rental, is tucked away in a quiet,... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 21
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    From
    $500
    / Night
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    • Washer
    • Air Conditioning
    • Shared Yard
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming 2 bedroom Kailua Ohana is located just 1 house back from the beach, so just steps the sand (approx. 90). A perfect retreat for your family, this guest house has A/C as well as ceiling fans throughout and comfortably sleeps 4 guests. The first bedroom is furnished with a Queen Bed. The... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed March 29, 2010
    Ive been to Hawaii many times before and stayed at various villas and I have to say Serenity Cottage was perfect for the surprise holiday I planned for my wife ( and would also be...
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    1 / 24
    4.5 of 5 stars (3) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
    From
    $1,100
    / Night
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    • DVD Player
    • Private Outdoor...
    • Internet Access
    • Washer
    • Mountain Views
    • Satellite TV
    • Hot Tub
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Privacy and comfort are provided in this luxury Hawaiian/Asian furnished home. This 4000 sq ft. gated property with an 8 ft wall surrounding the perimeter is on a double lot in the heart of Kailua, less than one mile from Kailua/Lanikai beaches and Kailua town. The home and additional villa unit... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed October 19, 2013
    Our family of 11 had an amazing time the 2 weeks we stayed here. The pool was absolutely awesome and the lot was big enough for family time and private time. Loved the outdoor...
    5 of 5 stars Reviewed August 30, 2013
    We want to take a moment to thank Chris for making our stay wonderful and comfortable. This property is huge. I was totally blown away the moment we went beyond the gate and...
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    1 / 19
    4.5 of 5 stars (3) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    From
    $650
    / Night
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    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
    • Grill
    • Mountain Views
    • Patio
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • Elder access
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    About this property
    Aloha from the island of Oahu, and welcome to paradise! Ko'olau Vista Villa is a large, private, two-story family home with, four-bedrooms plus bonus room ( 5th bedroom), four-bath property located in beautiful Kailua, Hawaii. Known for its small town charm and friendliness, Kailua also offers... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 10, 2014
    Lots & lots of room. Family of 7 - 2 kids (8&10), 2 couples & single. So there was plenty of space that we could stay out of each others hair and off each others nerves. We...
    5 of 5 stars Reviewed December 19, 2013
    Our family of four, my friends family of 5 and my Mom and step father stayed here for 10days. I would recommend it. the beds were comfortable, as was the house. There was no air...
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    1 / 42
    5 of 5 stars (12) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    $185
    / Night
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    • Mountain Views
    • Patio
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
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    About this property
    Hawaii GET and TAT ID# OII968I4-OI Our ohana (family) welcomes you to 'Kauhale' our beautiful Hawaiian home. We offer a large cool and breezy 1000 sq ft, 1 bedroom, 1 bath, private, 2nd floor apartment, includes all utilities, located in a great family neighborhood, vaulted open beam ceilings... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed 3 weeks ago
    My husband, 26 year old daughter and I spent 6 nights at Patty and Bob's apartment and loved it. The apartment is spacious and although only one BR, the second bed is in an...
    5 of 5 stars Reviewed 4 weeks ago
    I cannot say enough good things! The apartment was immaculately clean and so comfortable. We had absolutely everything we could have needed. Patty gave us great recommendations of...
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    1 / 25
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    $875
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    • Washer
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    • DVD Player
    • Waterfront
    • Grill
    • Air Conditioning
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    This relaxing beach house is a well-maintained, nicely furnished four bedroom, three bath contemporary home with den and approx. 2,200 sq. ft. located in a security-gated neighborhood near the center of Kailua Beach. High ceilings and sliding glass doors in the main living areas provide a feeling... View all property information
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    Kailua, Oahu 96734
    1 / 16
    4.5 of 5 stars (24) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    $395
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    • Mountain Views
    • DVD Player
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautiful, licensed, newly remodeled 3 Bedrm, 3 Bath Kailua Beach side villa, surrounded with lush tropical gardens, on private estate with swimming pool and jacuzzi.. Just walk down a private beach lane and in less than 2 minutes you would be at the most beautiful beach in the country! It is a... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 23, 2015
    We stayed for one week and rented the three properties available for our extended family. Grandparents and two families of four with small children and babies. The rentals were...
    5 of 5 stars Reviewed April 19, 2014
    We wanted to celebrate a 50 year anniversary with the whole family and this proved to be the perfect setting! Each family of 4 had their own 'home': one was in Kukui House...
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    1 / 16
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    $169
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    • Porch
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    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • x
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    • Elder access
    • x
    About this property
    BOOK DIRECTLY THROUGH OWNER AND SAVE 5%! Step back in time and soak up a peaceful, private, quintessential Hawaiian vacation experience. (if this suite is booked, please ask me about our other suites!) Please note we do charge $15 extra per night for a third person. The PINEAPPLE SUITE is a NEWLY... View all property information
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    Kailua, Oahu 96734
    1 / 18
    5 of 5 stars (10) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $126
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    • Grill
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    • Outdoor Dining Area
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    • Parking
    • Washer
    • Internet Access
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come and play at the Beach We are located in a prime residential neighborhood 2 blocks from Kailua Beach Park Entrance as well as downtown. And for those of you traveling without a car, a major bus line is just around the corner. Here you will be surrounded by lush landscaping and find... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed 2 weeks ago
    Comfortable and clean and owners who are nearby and ready to help if necessary (it wasn't). Minimalist kitchen was well stocked and you could cook if necessary. Clean shower and...
    5 of 5 stars Reviewed November 10, 2015
    Suite Aloha was perfect for our needs . . . close to Kailua Beach and all of Kailua Town. Very cute cottage that was clean and well appointed, with a tropical feeling both inside...
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    1 / 12
    5 of 5 stars (4) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other travelers have booked this property
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    $1,350
    / Night
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    • Ocean Views
    • Internet Access
    • Waterfront
    • DVD Player
    • Washer
    • Mountain Views
    • Children's Pool
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our home is located DIRECTLY on the Beach. Arguable the BEST BEACH beach, the BEST VIEWS, and on the BEST BEACH ACCESS in Hawaii. WONDERFULLY soft and manicured yard. LOTS of TEAK: lounger chairs, rocking chairs, porch swing, picnic tables, and accessories -THE HOUSE: Our home is tastefully... View all property information
    Location Information
    Kailua, Oahu 96734 2324
    5 of 5 stars Reviewed May 31, 2015
    Our family got to spend a week in paradise in Dan's home. The view from the lanai is outstanding. Steps to the beach, all the beach and water toys one could ever hope for, perfect...
    5 of 5 stars Reviewed June 2, 2011
    We've stayed at several beach front homes in Hawaii and California and this one was our favorite. The layout is perfect for families, the view was awesome, and Kailua Beach is...
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    1 / 7
    4.5 of 5 stars (31) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    $120
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    • Parking
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    • Shared Yard
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Kailua Hale `Ohana is a spacious studio that can accommodate up to 2 guests. The Hale `Ohana is just a five minute walk away from the world famous Kailua Beach. With lots of nearby local activities such as kayaking, kite boarding, wind surfing, paddle boarding, snorkeling, hiking, and scuba... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed November 18, 2015
    This is a very cute and comfortable room and it was very reasonable for Ohau. My husband and I had stayed right on the ocean and paid a lot more on Kuai, but we were looking for...
    5 of 5 stars Reviewed July 28, 2015
    We were blown away for how great this place was given the pricetag. A beautiful comfortable room in a really great part of Oahu. The host was lovely to deal with. Short walking...
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    1 / 26
    5 of 5 stars (22) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    $695
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    • Shared Outdoor Pool...
    • Internet Access
    • DVD Player
    • Washer
    • Grill
    • Satellite TV
    • Balcony
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    This gorgeous, beautifully furnished Ocean View home is a stone's throw from Kailua Beach and sleeps up to 8 comfortably. There is a large, sparkling, fully tiled swimming pool, 2 jacuzzi tubs, central air conditioning, 3 large bedrooms with ocean views, and 4 baths. Dolphin Manor is an... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed August 25, 2014
    This is a lovely and comfortable home, just steps from Kailua Beach, that will give any traveler a wonderful taste of Hawaii. We walked the beach every morning, spent time in the...
    5 of 5 stars Reviewed July 7, 2014
    We rented the house for a family vacation and to attend our son's wedding wedding. It was everything we could of wanted. No surprises and in excellent condition. Great location...
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    1 / 24
    5 of 5 stars (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other travelers have booked this property
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    $249
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    • Secure Parking
    • Balcony
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • Internet Access
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    LOCATION, LUXURY, PRIVACY, & SECURITY. KAILUA DREAMS-PALI is the PERFECT Blend of Town and Beach Living................... Guests will appreciate the location, luxury, privacy, and security our unit offers. We are conveniently located in a quiet neighborhood halfway between the world famous... View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed October 25, 2015
    Best location - walk to beach, walk to town (many, many restaurants to choose from). Apartment is very clean, modern, and comfortable, pictures are true to experience. Location is...
    5 of 5 stars Reviewed April 12, 2015
    I know people do not want to overstate their claims about their rental property. These accommodations were over the top!. We had friends who lived in the same side of the...
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    1 / 13
    4.5 of 5 stars (15) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    other travelers have booked this property
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    $285
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    • Satellite TV
    • Shared Outdoor Pool...
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Internet Access
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Charming and Newly remodeled 2 Bedroom, 2 Bath Villa on private Beachside Estate with swimming pool and jacuzii. Just a short 2 minute walk to Kailua Beach through the park. Sleeps 4. View all property information
    Location Information
    Kailua, Oahu 96734
    5 of 5 stars Reviewed February 26, 2015
    I was visiting on my way back from TN and it was a very nice,quaint,quiet place and right outside a beautiful pool with lush landscaping... The couple that managed the place were...
    3 of 5 stars Reviewed February 18, 2015
    There are three separate rental residences on this property, and we rented all of them so that our family (daughter, her husband and two children, as well as our two adult sons...
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    1 / 29
    4 of 5 stars (1) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    $1,350
    / Night
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    • Internet Access
    • Washer
    • Patio
    • Grill
    • Waterfront
    • Outdoor Dining Area
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Kailua Beach House is a casual, two-story 6 bedroom, 4.5 bath beachfront home with 5,000 square feet of living space. The 1/2 acre privacy-fenced property features a large, free-form swimming pool which has a poolside cabana with a shower and a built-in BBQ. The property decor features light... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed April 8, 2013
    Wonderful location right on the beach and perfect home to celebrate my birthday with all 16 members of my family. Decor was a little dated but adequate. Loved being on the beach...
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    1 / 26
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    $7,000
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    • Washer
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    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Description Welcome to the PREMIER PROPERTY ON ALL OF OAHU. This 2-story, 8-bedroom home is indeed majestic. It has a spacious living room to welcome guests, warm beds after a fun day, a private courtyard, a cinema room, a full cooking cabana poolside, laid-back luxury at its finest. And if you're... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 15
    1 of 5 stars (1) Terrible
    5 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    $450
    / Night
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    • Private Outdoor...
    • Internet Access
    • Washer
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    • Satellite TV
    • Porch
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A very nice updated 5 bedroom home that is located on a side street with no traffic. The beach entrance is a private street entrance 2 blocks away so you can walk to the beach but not have a large crowd of people on the beach. It is a very safe all white sand beach that is great for family's and... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 26
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    $4,500
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    The Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 44
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    $7,000
    / Night
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    • DVD Player
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn,... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
    From
    $575
    / Night
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    • Washer
    • Shared Yard
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    ***Longer minimum stay requirements may apply. Rates may vary depending on length of stay. Inquire for possible DISCOUNTS*** Presented by Elite Pacific Properties Oahu's top volume luxury brokerage firm. This home is professional managed by a licensed property manager, BBB A+ rated. Ke'aloha, which... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 31
    6 Bedrooms, 3 Bathrooms, Sleeps 14 | Quick View
    From
    $2,250
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    • Grill
    • Air Conditioning
    • Hot Tub
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    • Private Outdoor...
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    MINIMUM REQUIREMENTS APPLY. INQUIRE FOR DETAILS. One-of-a-kind beachside home on an exclusive street in Kailua. Perfect for a large family with kids or two families to share. Single level architect-designed home was completely rebuilt and renovated in 2007 with the highest quality tropical... View all property information
    Location Information
    Kailua, Oahu 96734
    1 / 7
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
    other travelers have booked this property
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    $139
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    • Private Yard
    • Outdoor Dining Area
    • Wi-Fi
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    • Air Conditioning
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Hawaii Sheffield House is located only 10 houses to Kailua Beach. The closest beach access is Kaapuni Loop. The address is 131 Kuulei road. Sheffield House provides a home away from home for your Kailua Hawaii vacation. The Ginger Studio is a ground floor unit. The Ginger Studio has free off... View all property information
    Location Information
    Kailua, Oahu 96734
    4 of 5 stars Reviewed January 30, 2014
    We were surprised just how spacious this studio is and how nice and fresh it is. Lots of storage and it's well equipped. There were a plate of muffins waiting for us as well as...
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    1 / 26
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    From
    $4,500
    / Night
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    • Internet Access
    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Kailua Plantation Estate is a rare jewel that comes fully appointed with Plantation style finishes and furnishings from around the world. Step from a secure entry and motor court into beachfront luxury that whispers old Hawaii, yet offers all of the latest amenities and technologies of a modern... View all property information
    Location Information
    Kailua, Oahu
    1 / 18
    2 of 5 stars (1) Poor
    5 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    $565
    / Night
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    • Wi-Fi
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Description A very nice updated 5-bedroom home located on small cul de sac street with no traffic. You can walk to Kailua Beach accessible just 2 blocks away. The beach entrance is a private street entrance so you can walk to the beach and not have a large crowd on the beach. The white sands of... View all property information
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    Kailua, Oahu 96734
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    $1,689
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    • Washer
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    • Satellite TV
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    • Parking
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    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Description Our BEACHFRONT home is designed to provide you with a perfect vacation retreat. The house is as close to the beach as you legally can build. The beach of Kailua is renown for its fine white sand, blue green waters and safety. This is not a crowded beach, but has a pleasant neighborhood... View all property information
    Location Information
    Kailua, Oahu 96734
    Kailua Vacation Rentals

    Kailua's pristine beaches and strong trade winds make it an excellent destination for swimming, sailing, kite-flying, or just relaxing and enjoying the view. If you are planning a trip to Kailua for your next vacation, why not try renting your very own vacation home instead of staying at a hotel? There are cozy rental condos perfect for a romantic beach getaway, luxurious beachfront houses spacious enough for the whole family, and everything in between. With the amazing assortment of vacation rentals in Kailua, there is sure to be a perfect rental for any budget or need. Vacation rentals provide a truly one-of-a-kind experience when traveling to Kailua, with all the privacy and space of your own home away from home.

    A Kailua Vacation

    Kailua Beach Park is one of the major destinations in the area, and has the unique distinction of being two separate and very different beaches divided by a small area. Both Kailua and Lanikai beaches attract swimmers, surfers, and boaters alike due to their soft white sand, beautiful waters, and postcard views of the two islands in the distance. After you hit the beach, how about a shopping trip to Kailua Farmer's Market for some fresh food, or Mu'umu'u Heaven for some unique island wear? Barbie lovers rejoice; Kailua is home to the Hawaii Loves Barbie Dolls Museum, a private collection that is free to check out if you make an appointment in advance. No matter how you decide to spend your time in Kailua, at the end of the day staying at your very own vacation rental will make your trip even more special.

    Family-Friendly Kailua

    From flying kites at the beach to enjoying the Barbie Dolls museum, there is plenty to do in Kailua that children will love. With vacation rentals, it is easy to bring along the entire family without worrying about renting extra hotel rooms. Your rental condo, villa, or beachfront home will have enough space for everyone. For large groups, it is the more comfortable and economical choice, and children will feel more secure knowing they are staying in a place that feels like home.